Hotels with Entertainment in The Berkshires, Massachusetts

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Check availability on The Berkshires Hotels with Entertainment

Top The Berkshires Hotels with Entertainment

Hotel Downstreet
Hypo-allergenic bedding, laptop workspace, blackout drapes

Hotel Downstreet

3.0 star property
8.6 out of 10, Excellent, (1000)
"The Hotel Downstreet is the best hotel. We always enjoy our stay here and never hesitate to stay again when in the area. "
The price is P6,805
P7,602 total
includes taxes & fees
Feb 2 - Feb 3
Hotel Downstreet
Gateways Inn & Restaurant
Iron/ironing board, free WiFi, bed sheets

Gateways Inn & Restaurant

3.0 star property
7.8 out of 10, Good, (186)
"very comfortable and pleasant hotel."
The price is P12,795
P14,932 total
includes taxes & fees
Jan 20 - Jan 21
Gateways Inn & Restaurant
The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
"Little disappointed with the service in the Dining Room. Bar closed early which was disappointing in the sense there was nothing to do after hours."
The price is P5,217
P8,446 total
includes taxes & fees
Jan 21 - Jan 22
The Red Lion Inn
Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1756)
"Room was right across from the pool. Beautiful view of the mountain five min drive to the base. Beautiful pool and outdoor jacuzzi. Had an amazing stay! Cant wait to go back!"
The price is P10,991
P12,643 total
includes taxes & fees
Jan 20 - Jan 21
Vacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Exterior

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3.0 star property
8.0 out of 10, Very Good, (725)
"Appreciated that the hotel offered free valet, especially given how cold it was. Check in was fast, courteous. Room was spacious and clean. Breakfast was good, reasonably priced. Check out was speedy and friendly. Hotel was still decorated for the holidays which made it festive looking. Could use some touch ups, but overall a solid stay. "
The price is P5,742
P6,414 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Quality Inn
1 bedroom, premium bedding, pillowtop beds, desk

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
"Good area, close to the restaurant and shop"
The price is P4,956
P5,536 total
includes taxes & fees
Jan 26 - Jan 27
Quality Inn
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (362)
"Chamberry Inn was a nice, quiet, relaxing stay. Enjoyed every second of it. The staff were kind and helpful. Would definitely stay again if I was in the area."
The price is P11,136
P12,439 total
includes taxes & fees
Jan 19 - Jan 20
Chambery Inn
Pleasant Valley Motel West Stockbridge
Garden view

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (958)
"The room and bathroom were very clean. "
The price is P3,456
P3,791 total
includes taxes & fees
Jan 23 - Jan 24
Pleasant Valley Motel West Stockbridge
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (378)
"Quick and easy check in! The manager was friendly and helpful. "
The price is P4,689
P5,238 total
includes taxes & fees
Jan 21 - Jan 22
Sunset Inn
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Nice pool and breakfast. Exactly like my previous experiences at Hampton Inn except this was probably the the fewest people I've encountered when staying with this chain. It was very quiet. Had the pool to ourselves for an hour."
The price is P7,421
P8,289 total
includes taxes & fees
Jan 26 - Jan 27
Hampton Inn & Suites Berkshires-Lenox
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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